CA1090039A - Fabrication en continu de polyesters non satures - Google Patents

Fabrication en continu de polyesters non satures

Info

Publication number: CA1090039A
Authority: CA; Canada
Prior art keywords: acid; reaction; alcohol; stage; condensation
Prior art date: 1977-04-02
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA300,189A

Other languages

English (en)

Inventor

Hermann Fischer

Richard Thoma

Hanshelmut Kaeppel

Ernst Kochendoerfer

Werner Lagaly

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF SE

Original Assignee

BASF SE

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1977-04-02

Filing date

1978-03-31

Publication date

1980-11-18

1978-03-31 Application filed by BASF SE filed Critical BASF SE

1980-11-18 Application granted granted Critical

1980-11-18 Publication of CA1090039A publication Critical patent/CA1090039A/fr

Status Expired legal-status Critical Current

Links

238000004519 manufacturing process Methods 0.000 title claims abstract description 12
229920006305 unsaturated polyester Polymers 0.000 title description 20
238000004821 distillation Methods 0.000 claims abstract description 38
238000000034 method Methods 0.000 claims abstract description 33
230000008569 process Effects 0.000 claims abstract description 31
238000006068 polycondensation reaction Methods 0.000 claims abstract description 18
229920000728 polyester Polymers 0.000 claims abstract description 13
239000007858 starting material Substances 0.000 claims abstract description 12
238000006243 chemical reaction Methods 0.000 claims description 61
150000002009 diols Chemical class 0.000 claims description 37
238000009833 condensation Methods 0.000 claims description 36
230000005494 condensation Effects 0.000 claims description 36
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 30
239000000203 mixture Substances 0.000 claims description 24
150000001991 dicarboxylic acids Chemical class 0.000 claims description 23
239000002253 acid Substances 0.000 claims description 22
239000012429 reaction media Substances 0.000 claims description 22
239000011541 reaction mixture Substances 0.000 claims description 19
150000008064 anhydrides Chemical class 0.000 claims description 18
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 15
150000007513 acids Chemical class 0.000 claims description 13
239000007921 spray Substances 0.000 claims description 11
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 10
238000005507 spraying Methods 0.000 claims description 10
150000005846 sugar alcohols Polymers 0.000 claims description 10
238000010992 reflux Methods 0.000 claims description 9
238000009835 boiling Methods 0.000 claims description 6
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 6
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 5
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 4
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 4
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 4
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 4
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 4
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 3
239000011976 maleic acid Substances 0.000 claims description 3
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims description 2
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 2
239000001361 adipic acid Substances 0.000 claims description 2
235000011037 adipic acid Nutrition 0.000 claims description 2
150000001298 alcohols Chemical class 0.000 claims description 2
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims description 2
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
150000001244 carboxylic acid anhydrides Chemical class 0.000 claims description 2
HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims description 2
229940018557 citraconic acid Drugs 0.000 claims description 2
150000005690 diesters Chemical class 0.000 claims description 2
239000001530 fumaric acid Substances 0.000 claims description 2
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 2
229940117969 neopentyl glycol Drugs 0.000 claims description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 8
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims 2
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims 2
KMOUUZVZFBCRAM-UHFFFAOYSA-N 1,2,3,6-tetrahydrophthalic anhydride Chemical compound C1C=CCC2C(=O)OC(=O)C21 KMOUUZVZFBCRAM-UHFFFAOYSA-N 0.000 claims 1
ILUAAIDVFMVTAU-UHFFFAOYSA-N cyclohex-4-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CC=CCC1C(O)=O ILUAAIDVFMVTAU-UHFFFAOYSA-N 0.000 claims 1
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims 1
HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 claims 1
HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 claims 1
125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
238000012856 packing Methods 0.000 description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
230000032050 esterification Effects 0.000 description 5
238000005886 esterification reaction Methods 0.000 description 5
239000007789 gas Substances 0.000 description 5
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
239000000178 monomer Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
239000000470 constituent Substances 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
239000000463 material Substances 0.000 description 3
239000000155 melt Substances 0.000 description 3
229960004063 propylene glycol Drugs 0.000 description 3
235000013772 propylene glycol Nutrition 0.000 description 3
230000009257 reactivity Effects 0.000 description 3
229920006337 unsaturated polyester resin Polymers 0.000 description 3
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
-1 1,3-propylene Chemical group 0.000 description 2
OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
150000002763 monocarboxylic acids Chemical class 0.000 description 2
238000000465 moulding Methods 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical class C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
230000002028 premature Effects 0.000 description 2
230000001681 protective effect Effects 0.000 description 2
CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
238000005406 washing Methods 0.000 description 2
239000002699 waste material Substances 0.000 description 2
DJKGDNKYTKCJKD-BPOCMEKLSA-N (1s,4r,5s,6r)-1,2,3,4,7,7-hexachlorobicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid Chemical compound ClC1=C(Cl)[C@]2(Cl)[C@H](C(=O)O)[C@H](C(O)=O)[C@@]1(Cl)C2(Cl)Cl DJKGDNKYTKCJKD-BPOCMEKLSA-N 0.000 description 1
NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 1
ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
CHUGKEQJSLOLHL-UHFFFAOYSA-N 2,2-Bis(bromomethyl)propane-1,3-diol Chemical compound OCC(CO)(CBr)CBr CHUGKEQJSLOLHL-UHFFFAOYSA-N 0.000 description 1
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
WZHHYIOUKQNLQM-UHFFFAOYSA-N 3,4,5,6-tetrachlorophthalic acid Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(O)=O WZHHYIOUKQNLQM-UHFFFAOYSA-N 0.000 description 1
AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
235000021355 Stearic acid Nutrition 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
WFWLQNSHRPWKFK-UHFFFAOYSA-N Tegafur Chemical compound O=C1NC(=O)C(F)=CN1C1OCCC1 WFWLQNSHRPWKFK-UHFFFAOYSA-N 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
229910010293 ceramic material Inorganic materials 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
230000007423 decrease Effects 0.000 description 1
230000003292 diminished effect Effects 0.000 description 1
239000013505 freshwater Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
230000002427 irreversible effect Effects 0.000 description 1
238000006317 isomerization reaction Methods 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
229940055577 oleyl alcohol Drugs 0.000 description 1
XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
150000003022 phthalic acids Chemical class 0.000 description 1
229920001225 polyester resin Polymers 0.000 description 1
239000004645 polyester resin Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
150000003440 styrenes Chemical class 0.000 description 1
238000011144 upstream manufacturing Methods 0.000 description 1
239000006200 vaporizer Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyesters Or Polycarbonates (AREA)

CA300,189A 1977-04-02 1978-03-31 Fabrication en continu de polyesters non satures Expired CA1090039A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DEP2714898.7		1977-04-02
DE2714898A DE2714898C3 (de)	1977-04-02	1977-04-02	Verfahren zur kontinuierlichen Herstellung von ungesättigten Polyestern

Publications (1)

Publication Number	Publication Date
CA1090039A true CA1090039A (fr)	1980-11-18

Family

ID=6005538

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA300,189A Expired CA1090039A (fr)	1977-04-02	1978-03-31	Fabrication en continu de polyesters non satures

Country Status (9)

Country	Link
US (1)	US4180635A (fr)
JP (1)	JPS53123494A (fr)
BE (1)	BE865432A (fr)
CA (1)	CA1090039A (fr)
DE (1)	DE2714898C3 (fr)
FR (1)	FR2385758A1 (fr)
GB (1)	GB1597253A (fr)
IT (1)	IT1101852B (fr)
NL (1)	NL7803326A (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4546142A (en) *	1985-01-08	1985-10-08	United States Steel Corporation	Inhibiting styrene emissions in unsaturated polyester resins
CN1085685C (zh) *	1995-12-14	2002-05-29	纳幕尔杜邦公司	制造聚酯预聚物的方法
EP1245606B1 (fr) *	2000-04-27	2005-08-24	Teijin Limited	Procede de production en continu de polyester
CN104672397B (zh) *	2015-03-11	2023-10-20	镇江利德尔复合材料有限公司	一种不饱和树脂的高效生产装置

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2892813A (en) *	1954-03-23	1959-06-30	Pittsburgh Plate Glass Co	Conservation of dihydric alcohol in the preparation of polyesters by application of water to the vapors from the reaction
US3390135A (en) *	1962-09-04	1968-06-25	Pittsburgh Plate Glass Co	Continuous polyester process
NL152006B (nl)	1964-05-06	1977-01-17	Basf Ag	Werkwijze ter bereiding van hardbare vormmassa's uit polyesters.
IT971367B (it) *	1972-11-30	1974-04-30	Sir Soc Italiana Resine Spa	Procedimento per la preparazione continua di poliesteri insaturi
JPS5343200B2 (fr) *	1974-08-26	1978-11-17

1977
- 1977-04-02 DE DE2714898A patent/DE2714898C3/de not_active Expired
1978
- 1978-03-28 JP JP3493578A patent/JPS53123494A/ja active Pending
- 1978-03-29 FR FR7809040A patent/FR2385758A1/fr active Granted
- 1978-03-29 NL NL7803326A patent/NL7803326A/xx not_active Application Discontinuation
- 1978-03-29 US US05/891,204 patent/US4180635A/en not_active Expired - Lifetime
- 1978-03-29 BE BE186364A patent/BE865432A/fr not_active IP Right Cessation
- 1978-03-31 CA CA300,189A patent/CA1090039A/fr not_active Expired
- 1978-03-31 GB GB12635/78A patent/GB1597253A/en not_active Expired
- 1978-03-31 IT IT48700/78A patent/IT1101852B/it active

Also Published As

Publication number	Publication date
DE2714898C3 (de)	1981-01-29
IT1101852B (it)	1985-10-07
JPS53123494A (en)	1978-10-27
NL7803326A (nl)	1978-10-04
DE2714898B2 (de)	1980-05-29
US4180635A (en)	1979-12-25
FR2385758A1 (fr)	1978-10-27
FR2385758B1 (fr)	1982-06-25
GB1597253A (en)	1981-09-03
DE2714898A1 (de)	1978-10-05
BE865432A (fr)	1978-09-29
IT7848700A0 (it)	1978-03-31

Legal Events

Date	Code	Title	Description
1997-11-18	MKEX	Expiry

Publication	Publication Date	Title
US4578453A (en)	1986-03-25	High molecular weight polyesters
JP2002527589A (ja)	2002-08-27	不飽和ポリエステル樹脂
US4835213A (en)	1989-05-30	Process for producing lactone polymer and an anti-shrinking thermosetting resin composition having formulated therein said lactone polymer as an anti-shrinking agent
KR100418170B1 (ko)	2004-03-19	열가소성폴리에스테르의연속제조방법
JPS62256824A (ja)	1987-11-09	狭い分子量範囲のポリエステルオリゴマ−およびその製法
US6812321B1 (en)	2004-11-02	Method for the continuous production of polybutyleneterephthalate from terephthalic acid and butanediol
US5380793A (en)	1995-01-10	Styrene soluble unsatured polyester resin from polyethylene terephthalate
US4224430A (en)	1980-09-23	Resinous composition
US6414085B1 (en)	2002-07-02	Polyester resins based on terephthalic acid and 2-methyl-1,3-propanediol and processes for the preparation thereof
JP2002504578A (ja)	2002-02-12	高含量芳香族エステルを有するポリエーテルエステル樹脂の製造方法
US6657040B1 (en)	2003-12-02	Method for the continuous production of polybutylene terephthalate from terephthal acid and butane diole
US4180635A (en)	1979-12-25	Continuous manufacture of unsaturated polyesters
WO1998013409A1 (fr)	1998-04-02	Procede de preparation d'un produit d'esterification
US4306056A (en)	1981-12-15	Process for producing an oligoester and producing unsaturated polyester resin by use thereof
CA1055194A (fr)	1979-05-22	Polyesters a base de pentaerythritol brome et procedes pour leur preparation
PL141794B1 (en)	1987-08-31	Method of obtaining unsaturated polyester resins
US4139577A (en)	1979-02-13	Polymerizable composition comprising a tetracarboxylic ester monomer useful for imparting flame retardance to resin polymers
EP1132429B1 (fr)	2004-10-06	Compositions de résines de polyester insaturés
US3254057A (en)	1966-05-31	Polyhalogenous polyester compositions
US4282138A (en)	1981-08-04	Esters of tetracarboxylic acids and resins derived therefrom
US4539349A (en)	1985-09-03	Unsaturated polyester compositions comprising carboxylated cellulose ester
US3760032A (en)	1973-09-18	Unsaturated esters, polyesters, and cross-linked polyesters
US4284760A (en)	1981-08-18	Process for the manufacture of unsaturated polyester resins
US20070100121A1 (en)	2007-05-03	Integrated process for the preparation of a polyester resin
US4293685A (en)	1981-10-06	Method for manufacturing crosslinked polyetherester resins